Molecular Identity
stavudine
1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
PubChem CID: 18283
Stavudine is a nucleoside analogue obtained by formal dehydration across positions 2 and 3 of thymidine. An inhibitor of HIV-1 reverse transcriptase. It has a role as an antiviral agent, an antimetabolite and an EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor. It is an organic molecular entity, a dihydrofuran and a nucleoside analogue. It is functionally related to a thymine.
2D Structure
Properties
C10H12N2O4
Molecular Formula
224.21
Molecular Weight
g/mol
224.0797
Exact Mass
Da
-0.8
XLogP
Drug-like (Lipinski: < 5)
78.9
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
4
H-Bond Acceptors
388
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
stavudine3056-17-5sanilvudineZerit2',3'-Didehydro-3'-deoxythymidineEstavudinaStavudinumThymidine, 2',3'-didehydro-3'-deoxy-Zerit XrBMY-278571-((2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dioneD 4T (nucleoside)3'-Deoxy-2'-thymidinene2',3'-Didehydro-3'-deoxythimidine3'-Deoxy-2',3'-didehydrothymidine
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to stavudine
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